4,4′-methylenebis (cyclohexylamine)

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Structural formula
Structural formula of 4,4′-methylenebis (cyclohexylamine)
General
Surname 4,4′-methylenebis (cyclohexylamine)
other names
  • 4,4'-diaminodicyclohexyl methane
  • Bis (4-aminocyclohexyl) methane
Molecular formula C 13 H 26 N 2
Brief description

light beige solid

External identifiers / databases
CAS number
  • 1761-71-3 (mixture of isomers)
  • 6693-29-4 (trans-trans isomer)
  • 6693-30-7 (trans-cis isomer)
  • 6693-31-8 (cis-cis isomer)
EC number 217-168-8
ECHA InfoCard 100.015.608
PubChem 15660
ChemSpider 13868371
Wikidata Q16736630
properties
Molar mass 210.36 g mol −1
Physical state

firmly

density

0.95 g cm −3 (25 ° C)

Melting point

−17.7 - 65.4 ° C (depending on the isomer composition)

boiling point

328-330 ° C

solubility

heavy in water (3.98 g l −1 at 20 ° C)

safety instructions
GHS labeling of hazardous substances
05 - Corrosive 08 - Dangerous to health 07 - Warning

danger

H and P phrases H: 302-314-317-373-412
P: 280-301 + 330 + 331-303 + 361 + 353-305 + 351 + 338-310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

4,4'-methylenebis (cyclohexylamine) is a chemical compound from the group of aliphatic amines .

Extraction and presentation

4,4'-methylenebis (cyclohexylamine) can be obtained by hydrogenation of 4,4'-diaminodiphenylmethane with a ruthenium catalyst are recovered.

properties

4,4'-methylenebis (cyclohexylamine) is a flammable, difficult to ignite, light beige solid that is sparingly soluble in water.

use

4,4'-methylenebis (cyclohexylamine) is used as an epoxy resin hardener . It is also a versatile intermediate in the manufacture of leather and rubber products, plastics, dyes and photosensitive polymers . It is used in the production of diisocyanates and polyamides . It is also used as a lubricant additive and corrosion inhibitor.

Individual evidence

  1. a b c d e f g h i Entry on 4,4'-methylenebis (cyclohexylamine), mixture of isomers Template: link text check / apostrophe in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
  2. Google Patents: US2494563A - Bis (4-aminocyclohexyl) methane , accessed January 27, 2019
  3. AE Barkdoll, DC England a. a .: Alicyclic Diamines. Preparation of bis (4-aminocyclohexyl) methane. In: Journal of the American Chemical Society. 75, 1953, p. 1156, doi : 10.1021 / ja01101a044 .
  4. Bill M. Culbertson, James E. McGrath: Advances in Polymer Synthesis . Springer Science & Business Media, 2012, ISBN 978-1-4613-2121-7 , pp. 59 ( limited preview in Google Book search).
  5. Data sheet 4,4'-Diaminodicyclohexylmethane, mixture of stereoisomers, 98 +% Template: link text check / apostrophe from AlfaAesar, accessed on January 27, 2019 ( PDF )(JavaScript required) .
  6. Peter H. Selden: Glass fiber reinforced plastics . Springer-Verlag, 2013, ISBN 978-3-642-86867-2 , p. 64 ( limited preview in Google Book search).